CN106432098A - 氨基甲酸酯类化合物及其制备方法和用途 - Google Patents
氨基甲酸酯类化合物及其制备方法和用途 Download PDFInfo
- Publication number
- CN106432098A CN106432098A CN201610807599.9A CN201610807599A CN106432098A CN 106432098 A CN106432098 A CN 106432098A CN 201610807599 A CN201610807599 A CN 201610807599A CN 106432098 A CN106432098 A CN 106432098A
- Authority
- CN
- China
- Prior art keywords
- compound
- formula
- methyl
- carbamate
- formulas
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- -1 Carbamate compound Chemical class 0.000 title claims abstract description 25
- 238000002360 preparation method Methods 0.000 title abstract description 15
- 150000001875 compounds Chemical class 0.000 claims abstract description 53
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 22
- 239000001257 hydrogen Substances 0.000 claims abstract description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 10
- 229910052736 halogen Chemical group 0.000 claims abstract description 9
- 150000002367 halogens Chemical group 0.000 claims abstract description 9
- 239000000460 chlorine Substances 0.000 claims abstract description 8
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 7
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 7
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 7
- 150000003839 salts Chemical class 0.000 claims abstract description 5
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 3
- 239000011737 fluorine Substances 0.000 claims abstract description 3
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 33
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 17
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- 239000000376 reactant Substances 0.000 claims description 12
- 238000000967 suction filtration Methods 0.000 claims description 11
- 240000008067 Cucumis sativus Species 0.000 claims description 9
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 claims description 9
- 201000010099 disease Diseases 0.000 claims description 9
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 9
- 240000007594 Oryza sativa Species 0.000 claims description 8
- 235000007164 Oryza sativa Nutrition 0.000 claims description 8
- 150000002431 hydrogen Chemical class 0.000 claims description 8
- 235000009566 rice Nutrition 0.000 claims description 8
- 241000196324 Embryophyta Species 0.000 claims description 7
- 239000003905 agrochemical Substances 0.000 claims description 6
- 230000004048 modification Effects 0.000 claims description 6
- 238000012986 modification Methods 0.000 claims description 6
- 241000209140 Triticum Species 0.000 claims description 5
- 235000021307 Triticum Nutrition 0.000 claims description 5
- 239000000575 pesticide Substances 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 4
- 241000198596 Alternaria tomatophila Species 0.000 claims description 3
- 244000061176 Nicotiana tabacum Species 0.000 claims description 3
- 235000002637 Nicotiana tabacum Nutrition 0.000 claims description 3
- 206010039509 Scab Diseases 0.000 claims description 3
- 241000223602 Alternaria alternata Species 0.000 claims description 2
- 235000007688 Lycopersicon esculentum Nutrition 0.000 claims description 2
- 240000003768 Solanum lycopersicum Species 0.000 claims description 2
- 230000000694 effects Effects 0.000 claims description 2
- 230000002265 prevention Effects 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 239000011591 potassium Substances 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 27
- 239000007787 solid Substances 0.000 description 22
- OZOHTVFCSKFMLL-UHFFFAOYSA-N 4-amino-5-aminomethyl-2-methylpyrimidine Chemical compound CC1=NC=C(CN)C(N)=N1 OZOHTVFCSKFMLL-UHFFFAOYSA-N 0.000 description 11
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 11
- 238000003756 stirring Methods 0.000 description 11
- 238000005160 1H NMR spectroscopy Methods 0.000 description 10
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 8
- 238000002451 electron ionisation mass spectrometry Methods 0.000 description 6
- PLUBXMRUUVWRLT-UHFFFAOYSA-N Ethyl methanesulfonate Chemical compound CCOS(C)(=O)=O PLUBXMRUUVWRLT-UHFFFAOYSA-N 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 4
- 230000002401 inhibitory effect Effects 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 description 3
- 229910000510 noble metal Inorganic materials 0.000 description 3
- 238000010189 synthetic method Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical compound NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- NTKYMBKHSGRGCB-UHFFFAOYSA-N [O].BrC1=CC=CC=C1 Chemical compound [O].BrC1=CC=CC=C1 NTKYMBKHSGRGCB-UHFFFAOYSA-N 0.000 description 2
- MHIRBEIOVZPIDF-UHFFFAOYSA-N [O].ClC1=CC=CC=C1 Chemical compound [O].ClC1=CC=CC=C1 MHIRBEIOVZPIDF-UHFFFAOYSA-N 0.000 description 2
- 239000008272 agar Substances 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000001963 growth medium Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000005832 oxidative carbonylation reaction Methods 0.000 description 2
- DQXKOHDUMJLXKH-PHEQNACWSA-N (e)-n-[2-[2-[[(e)-oct-2-enoyl]amino]ethyldisulfanyl]ethyl]oct-2-enamide Chemical compound CCCCC\C=C\C(=O)NCCSSCCNC(=O)\C=C\CCCCC DQXKOHDUMJLXKH-PHEQNACWSA-N 0.000 description 1
- 0 *c(cc1)ccc1OCCOC(NCc1cnc(*)nc1N)=O Chemical compound *c(cc1)ccc1OCCOC(NCc1cnc(*)nc1N)=O 0.000 description 1
- 235000001674 Agaricus brunnescens Nutrition 0.000 description 1
- 240000007440 Agaricus campestris Species 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- NWFRTAWIKBCJRH-UHFFFAOYSA-N C1C2=C1CC=C2 Chemical compound C1C2=C1CC=C2 NWFRTAWIKBCJRH-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- AXIXXKXVXAEVJI-UHFFFAOYSA-N [O].FC1=CC=CC=C1 Chemical compound [O].FC1=CC=CC=C1 AXIXXKXVXAEVJI-UHFFFAOYSA-N 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 230000002155 anti-virotic effect Effects 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229960004424 carbon dioxide Drugs 0.000 description 1
- 229910002090 carbon oxide Inorganic materials 0.000 description 1
- 230000006315 carbonylation Effects 0.000 description 1
- 238000005810 carbonylation reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- VZHHNBNSMNNUAD-UHFFFAOYSA-N cobalt 2-[2-[(2-hydroxyphenyl)methylideneamino]ethyliminomethyl]phenol Chemical compound [Co].OC1=CC=CC=C1C=NCCN=CC1=CC=CC=C1O VZHHNBNSMNNUAD-UHFFFAOYSA-N 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000000857 drug effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 238000006206 glycosylation reaction Methods 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- IAGUPODHENSJEZ-UHFFFAOYSA-N methyl n-phenylcarbamate Chemical compound COC(=O)NC1=CC=CC=C1 IAGUPODHENSJEZ-UHFFFAOYSA-N 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000002341 toxic gas Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/42—One nitrogen atom
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Description
Claims (10)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201610807599.9A CN106432098B (zh) | 2016-09-07 | 2016-09-07 | 氨基甲酸酯类化合物及其制备方法和用途 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201610807599.9A CN106432098B (zh) | 2016-09-07 | 2016-09-07 | 氨基甲酸酯类化合物及其制备方法和用途 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN106432098A true CN106432098A (zh) | 2017-02-22 |
CN106432098B CN106432098B (zh) | 2018-09-18 |
Family
ID=58164839
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201610807599.9A Active CN106432098B (zh) | 2016-09-07 | 2016-09-07 | 氨基甲酸酯类化合物及其制备方法和用途 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN106432098B (zh) |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2001034578A1 (en) * | 1999-11-09 | 2001-05-17 | Astrazeneca Ab | Compounds with anti-helicobacter pylori activity |
CN102993185A (zh) * | 2011-09-13 | 2013-03-27 | 华中师范大学 | 2-甲基-4-氨基-5-(取代-1h-1,2,3-三唑基)甲基嘧啶衍生物的制备及杀菌活性 |
CN104892581A (zh) * | 2014-03-07 | 2015-09-09 | 华中师范大学 | 具有杀菌活性的2-甲基-4-氨基-5-(取代-1,2,3-三唑基)甲基嘧啶衍生物、其制备方法及应用 |
-
2016
- 2016-09-07 CN CN201610807599.9A patent/CN106432098B/zh active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2001034578A1 (en) * | 1999-11-09 | 2001-05-17 | Astrazeneca Ab | Compounds with anti-helicobacter pylori activity |
CN102993185A (zh) * | 2011-09-13 | 2013-03-27 | 华中师范大学 | 2-甲基-4-氨基-5-(取代-1h-1,2,3-三唑基)甲基嘧啶衍生物的制备及杀菌活性 |
CN104892581A (zh) * | 2014-03-07 | 2015-09-09 | 华中师范大学 | 具有杀菌活性的2-甲基-4-氨基-5-(取代-1,2,3-三唑基)甲基嘧啶衍生物、其制备方法及应用 |
Non-Patent Citations (2)
Title |
---|
DENG XIAOYAN等: "Synthesis,Characterization and X-ray Crystal Structure of 4-Fluoro-N-(2-methyl-5-((2-(p-tolyloxy)acetamido)-methyl)pyrimidin-4-y1)benzamide", 《结构化学》 * |
任玮静等: "嘧啶类杀菌剂的研究进展", 《农药》 * |
Also Published As
Publication number | Publication date |
---|---|
CN106432098B (zh) | 2018-09-18 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
WO2021147484A1 (zh) | 一种用于小麦全蚀病病菌抑制的2-(1,2,4-三氮唑)苯甲酰芳胺类活性化合物 | |
CN106632033A (zh) | 乐伐替尼的一种制备方法 | |
CN105130917A (zh) | 一种1,2,4-三唑硫醚衍生物及其制备与应用 | |
CN102816150B (zh) | 具有抑菌活性的吲哚及其衍生物-三氮唑类化合物及其制备方法 | |
CN102718731A (zh) | 4/5-甲基-1,2,3-噻二唑甲酸衍生物及制备方法 | |
CN108059610A (zh) | 一种3-酰基螺环三烯酮化合物的制备方法 | |
CN106432098B (zh) | 氨基甲酸酯类化合物及其制备方法和用途 | |
CN102030680B (zh) | 具有杀虫活性的肟醚或酯衍生物及其用途 | |
CN106117180B (zh) | 一种取代的吡啶联吡唑双酰肼类化合物及其制备方法和应用 | |
CN114276287A (zh) | N-(取代苄氧基)酰胺类化合物及其制备方法和应用 | |
CN111499554B (zh) | 苯基吡咯类化合物及其杀菌活性的应用 | |
CN111393348B (zh) | 一种氮位取代苯基吡咯类化合物及其在植物杀菌中的用途 | |
CN109721519B (zh) | 一种芳基取代缩氨基硫脲化合物及其制备方法与应用 | |
CN114957215B (zh) | 亚甲基桥连喹啉和1,2,3-三唑双杂环化合物及其制备方法与应用 | |
CN115057843B (zh) | 一种氯虫苯甲酰胺类杀虫剂的制备方法 | |
CN105254530A (zh) | 一种含有莰烯基Schiff碱类化合物的合成方法 | |
CN107311949B (zh) | 磺酰胺取代的芳基三嗪类化合物及其制备方法与应用 | |
Tian et al. | Synthesis and bioactivity of N-cyclopropanecarboxyl-N′-pyridin-2-yl thiourea derivatives and related fused ring compounds | |
CN103980223B (zh) | 2-取代基-5-取代苯胺基-1,3,4-噁二唑类衍生物及其合成方法和应用 | |
CN117088890A (zh) | 一种含喹唑啉酮的吡咯烷螺双氧化吲哚类化合物及其制备方法和应用 | |
CN110903227B (zh) | 一种硝基胍类化合物及其制备与应用 | |
CN114716451B (zh) | 一种Frutinone类化合物及其制备方法和应用 | |
CN114409657B (zh) | 一种4-芳(甲)基咪唑啉并喹喔啉酮类化合物及其制备方法和用途 | |
CN114957124B (zh) | 一种3-(三氟甲基)-吡唑-4-羧酸酯类衍生物及其制备方法和应用 | |
CN114957123B (zh) | 一种3-(二氟甲基)-吡唑-4-羧酸酯类衍生物及其制备方法和应用 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant | ||
EE01 | Entry into force of recordation of patent licensing contract | ||
EE01 | Entry into force of recordation of patent licensing contract |
Application publication date: 20170222 Assignee: Hubei Juhui New Material Industry Technology Research Institute Co.,Ltd. Assignor: CENTRAL CHINA NORMAL University Contract record no.: X2022420000147 Denomination of invention: Carbamate compounds and their preparation methods and applications Granted publication date: 20180918 License type: Common License Record date: 20221228 |
|
EE01 | Entry into force of recordation of patent licensing contract | ||
EE01 | Entry into force of recordation of patent licensing contract |
Application publication date: 20170222 Assignee: Wuhan Nanwang Environmental Protection Technology Research Co.,Ltd. Assignor: CENTRAL CHINA NORMAL University Contract record no.: X2023980053268 Denomination of invention: Amino ester compounds and their preparation methods and applications Granted publication date: 20180918 License type: Common License Record date: 20231220 |